View 1224 PRIORY CIRCLE Winter Garden, FL MLS# O6336777
$365,000
3

Beds

2.1

Baths

2,010

Sq.Ft.

1224 PRIORY CIRCLE

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 14501 GROVE RESORT AVENUE 3619 Winter Garden, FL MLS# O6374077
$365,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3619

Winter Garden, FL

Courtesy of REALTY ONE GROUP ESTATES
View 14501 GROVE RESORT AVENUE 2423 Winter Garden, FL MLS# O6347744
$360,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2423

Winter Garden, FL

Courtesy of REVEL REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 2129 Winter Garden, FL MLS# O6311969
$359,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2129

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 14227 AVENUE OF THE GROVES RUN Winter Garden, FL MLS# O6339064
$359,000
2

Beds

2.1

Baths

1,266

Sq.Ft.

14227 AVENUE OF THE GROVES RUN

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 14501 Grove Resort Ave 2129 Winter Garden, FL MLS# A11950039
$359,000
3

Beds

2.0

Baths

14501 Grove Resort Ave 2129

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 14501 Grove Resort Ave 3307 Winter Garden, FL MLS# A11363884
$355,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 Grove Resort Ave 3307

Winter Garden, FL

Courtesy of INTERCONNECT REALTY LLC
View 1532 SCARLET OAK LOOP 70B Winter Garden, FL MLS# S5143993
  • Recently Listed with Virtual Tour
1 of 43
$354,000
3

Beds

2.1

Baths

1,544

Sq.Ft.

1532 SCARLET OAK LOOP 70B

Winter Garden, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 14501 GROVE RESORT AVENUE 3538 Winter Garden, FL MLS# O6280623
$351,450
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3538

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 14501 GROVE RESORT AVENUE 3202 Winter Garden, FL MLS# O6338004
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3202

Winter Garden, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 14501 GROVE RESORT AVENUE 1603 Winter Garden, FL MLS# O6357304
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1603

Winter Garden, FL

Courtesy of SUNSHINE REALTY & PROP. MGNT
View 14501 GROVE RESORT AVENUE 1203 Winter Garden, FL MLS# S5144506
  • Recently Listed with Virtual Tour
1 of 24
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1203

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 14090 AVENUE OF THE GROVES Winter Garden, FL MLS# O6367193
$349,990
2

Beds

2.1

Baths

1,076

Sq.Ft.

14090 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 15695 GROVE RESORT AVENUE 4303 Winter Garden, FL MLS# TB8349585
$345,000
1

Beds

1.0

Baths

485

Sq.Ft.

15695 GROVE RESORT AVENUE 4303

Winter Garden, FL

Courtesy of BAHIA INTERNATIONAL REALTY
View 823 MAGNOLIA AVENUE Winter Garden, FL MLS# S5134111
  • New Construction with Virtual Tour
1 of 43
$343,000
3

Beds

2.0

Baths

1,210

Sq.Ft.

823 MAGNOLIA AVENUE

Winter Garden, FL

Courtesy of BELLA FLORIDA REALTY LLC
View 636 COKE AVENUE Winter Garden, FL MLS# O6379919
$342,000
2

Beds

1.0

Baths

914

Sq.Ft.

636 COKE AVENUE

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 14501 GROVE RESORT AVENUE 3601 Winter Garden, FL MLS# O6288458
$340,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3601

Winter Garden, FL

Courtesy of LEGACY PLUS REALTY
View 1352 DANIEL COVE DRIVE Winter Garden, FL MLS# S5133590
$340,000
3

Beds

2.0

Baths

1,342

Sq.Ft.

1352 DANIEL COVE DRIVE

Winter Garden, FL

Courtesy of NULEAF REALTY LLC
View 271 DANIELS POINTE DRIVE Winter Garden, FL MLS# O6360837
$340,000
3

Beds

2.0

Baths

1,300

Sq.Ft.

271 DANIELS POINTE DRIVE

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 14447 PRUNNINGWOOD PLACE Winter Garden, FL MLS# O6385194
  • Recently Listed
1 of 26
OPEN HOUSE: Saturday 2/28 12:00 PM - 2:00 PM
$340,000
2

Beds

2.1

Baths

1,250

Sq.Ft.

14447 PRUNNINGWOOD PLACE

Winter Garden, FL

Courtesy of HOMEVEST REALTY

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

905

Estimated median home price

$595,000
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

PriceCount
$0 - 100K6
$100K - 200K14
$200K - 300K88
$300K - 400K78
$400K - 500K148
$500K - 600K136
$600K - 700K108
$700K - 800K89
$800K - 900K72
$900K - 1M62
$1M - Max104

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family610
Townhouse128
Condo127
Commercial9
Rental230
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 2/27/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 2/28/2026.